TWI637958B - 苯并雙(噻二唑)衍生物、含此衍生物之印墨、及使用此衍生物之有機電子元件 - Google Patents

苯并雙(噻二唑)衍生物、含此衍生物之印墨、及使用此衍生物之有機電子元件 Download PDF

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TWI637958B
TWI637958B TW103129981A TW103129981A TWI637958B TW I637958 B TWI637958 B TW I637958B TW 103129981 A TW103129981 A TW 103129981A TW 103129981 A TW103129981 A TW 103129981A TW I637958 B TWI637958 B TW I637958B
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compound
organic
thiadiazole
substrate
benzobis
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TW103129981A
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TW201518305A (zh
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時任靜士
熊木大介
儘田正史
福田憲二郎
田中康裕
島秀好
米田康洋
藤田陽師
垣田一成
小俣洋治
山田奈津子
本間貴志
町田利一
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宇部興產股份有限公司
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D513/00Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
    • C07D513/02Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
    • C07D513/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D513/00Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
    • C07D513/02Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
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    • C09D11/00Inks
    • C09D11/52Electrically conductive inks
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K10/00Organic devices specially adapted for rectifying, amplifying, oscillating or switching; Organic capacitors or resistors having potential barriers
    • H10K10/40Organic transistors
    • H10K10/46Field-effect transistors, e.g. organic thin-film transistors [OTFT]
    • H10K10/462Insulated gate field-effect transistors [IGFETs]
    • H10K10/484Insulated gate field-effect transistors [IGFETs] characterised by the channel regions
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K59/00Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
    • H10K59/10OLED displays
    • H10K59/12Active-matrix OLED [AMOLED] displays
    • H10K59/125Active-matrix OLED [AMOLED] displays including organic TFTs [OTFT]
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60Organic compounds having low molecular weight
    • H10K85/649Aromatic compounds comprising a hetero atom
    • H10K85/655Aromatic compounds comprising a hetero atom comprising only sulfur as heteroatom
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60Organic compounds having low molecular weight
    • H10K85/649Aromatic compounds comprising a hetero atom
    • H10K85/657Polycyclic condensed heteroaromatic hydrocarbons
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K10/00Organic devices specially adapted for rectifying, amplifying, oscillating or switching; Organic capacitors or resistors having potential barriers
    • H10K10/40Organic transistors
    • H10K10/46Field-effect transistors, e.g. organic thin-film transistors [OTFT]
    • H10K10/462Insulated gate field-effect transistors [IGFETs]
    • H10K10/484Insulated gate field-effect transistors [IGFETs] characterised by the channel regions
    • H10K10/488Insulated gate field-effect transistors [IGFETs] characterised by the channel regions the channel region comprising a layer of composite material having interpenetrating or embedded materials, e.g. a mixture of donor and acceptor moieties, that form a bulk heterojunction
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K30/00Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation
    • H10K30/30Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation comprising bulk heterojunctions, e.g. interpenetrating networks of donor and acceptor material domains
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K30/00Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation
    • H10K30/50Photovoltaic [PV] devices
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00Organic light-emitting devices
    • H10K50/10OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/14Carrier transporting layers
    • H10K50/15Hole transporting layers
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00Organic light-emitting devices
    • H10K50/10OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/14Carrier transporting layers
    • H10K50/16Electron transporting layers
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K77/00Constructional details of devices covered by this subclass and not covered by groups H10K10/80, H10K30/80, H10K50/80 or H10K59/80
    • H10K77/10Substrates, e.g. flexible substrates
    • H10K77/111Flexible substrates
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E10/00Energy generation through renewable energy sources
    • Y02E10/50Photovoltaic [PV] energy
    • Y02E10/549Organic PV cells

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Microelectronics & Electronic Packaging (AREA)
  • Thin Film Transistor (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Electroluminescent Light Sources (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Photovoltaic Devices (AREA)
TW103129981A 2013-09-20 2014-08-29 苯并雙(噻二唑)衍生物、含此衍生物之印墨、及使用此衍生物之有機電子元件 TWI637958B (zh)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2013-196221 2013-09-20
JP2013196221 2013-09-20
JP2014-026969 2014-02-14
JP2014026969 2014-02-14

Publications (2)

Publication Number Publication Date
TW201518305A TW201518305A (zh) 2015-05-16
TWI637958B true TWI637958B (zh) 2018-10-11

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Country Status (7)

Country Link
US (1) US9978954B2 (ja)
EP (1) EP3048107B1 (ja)
JP (1) JP6427101B2 (ja)
KR (1) KR102218514B1 (ja)
CN (1) CN105793269B (ja)
TW (1) TWI637958B (ja)
WO (1) WO2015041026A1 (ja)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3181569A4 (en) * 2014-08-13 2018-03-21 UBE Industries, Ltd. Benzobis(thiadiazole) derivative, ink containing same, and organic electronic device using same
JP2017025039A (ja) * 2015-07-27 2017-02-02 宇部興産株式会社 膜中で特定の結晶構造を有するベンゾビス(チアジアゾール)誘導体の結晶、その結晶の膜、及びそれを用いた有機エレクトロニクスデバイス
JP2017025047A (ja) * 2015-07-28 2017-02-02 宇部興産株式会社 ベンゾビス(チアジアゾール)誘導体、それを含むインク、及びそれを用いた有機エレクトロニクスデバイス
GB2547460A (en) * 2016-02-19 2017-08-23 Cambridge Display Tech Ltd Solvent systems for tuning of the external quantum efficiency of organic photodiodes
WO2017190345A1 (en) * 2016-05-06 2017-11-09 South University Of Science And Technology Of China Molecular fluorophores and preparation method thereof and use for short wavelength infrared imaging
EP3487955B1 (en) * 2016-07-19 2020-05-20 Merck Patent GmbH Liquid crystalline medium
CN109384801B (zh) * 2017-08-10 2022-08-09 松下知识产权经营株式会社 光电转换材料以及光电转换元件
WO2019238567A1 (en) 2018-06-11 2019-12-19 Merck Patent Gmbh Liquid crystalline medium
JP7391888B2 (ja) * 2018-06-20 2023-12-05 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング 液晶媒体
CN110505767B (zh) * 2019-07-08 2021-03-30 苏州固泰新材股份有限公司 一种软性铜箔基材及其制备方法
CN110330519B (zh) * 2019-07-25 2020-09-22 中国科学院长春应用化学研究所 基于硼氮配位键的n-型有机半导体材料及其制备方法与应用
CN112337445A (zh) * 2020-10-16 2021-02-09 邓颖菁 一种吸附重金属的纳米聚酯膜及其制备方法
CN114057774A (zh) * 2021-12-06 2022-02-18 电子科技大学 含噻吩并噻二唑结构的有机光电分子材料及其制备方法和应用

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060052612A1 (en) * 2002-06-29 2006-03-09 Covion Organic Semiconductors Gmbh Intellectual Property Group 2,1,3-Benothiadiazoles for use as electronic active components
JP2013124231A (ja) * 2011-12-14 2013-06-24 Nippon Shokubai Co Ltd ベンゾビスチアジアゾール化合物

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4885211A (en) 1987-02-11 1989-12-05 Eastman Kodak Company Electroluminescent device with improved cathode
JP3236332B2 (ja) 1991-01-29 2001-12-10 パイオニア株式会社 有機エレクトロルミネッセンス素子
JP4281320B2 (ja) 2002-10-15 2009-06-17 凸版印刷株式会社 有機薄膜トランジスタの製造方法
JP2006206503A (ja) 2005-01-28 2006-08-10 Tokyo Institute Of Technology π電子系化合物、及びそれを用いたn−型有機電界効果トランジスタ
KR100914383B1 (ko) * 2006-06-20 2009-08-28 주식회사 엘지화학 폴리헤테로고리 화합물, 이를 이용한 유기 전자 소자 및 이유기 전자 소자를 포함하는 전자 장치
JP5209996B2 (ja) * 2007-03-23 2013-06-12 山本化成株式会社 有機トランジスタ
JP5298636B2 (ja) 2008-05-21 2013-09-25 宇部興産株式会社 ペンタフルオロスルファニル基を有する複素環オリゴマー化合物
WO2013141182A1 (ja) 2012-03-23 2013-09-26 宇部興産株式会社 ベンゾビス(チアジアゾール)誘導体、およびそれを用いた有機エレクトロニクスデバイス

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060052612A1 (en) * 2002-06-29 2006-03-09 Covion Organic Semiconductors Gmbh Intellectual Property Group 2,1,3-Benothiadiazoles for use as electronic active components
JP2013124231A (ja) * 2011-12-14 2013-06-24 Nippon Shokubai Co Ltd ベンゾビスチアジアゾール化合物

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
Antonio Facchetti†, et al., "Synthesis and Characterization of Diperfluorooctyl-Substituted Phenylene−Thiophene Oligomers as n-Type Semiconductors. Molecular Structure−Film Microstructure−Mobility Relationships, Organic Field-Effect Transistors, and Transistor Nonvolatile Memory Elements", Chem. Mater., 2004, 16 (23), pp 4715–4727 *
Takahiro Kono et al., "Dithienylbenzobis(thiadiazole) based organic semiconductors with low LUMO levels and narrow energy gaps", Chem. Commun., 2010, 46, page 3265-3267 *
Takahiro Kono et al., "Dithienylbenzobis(thiadiazole) based organic semiconductors with low LUMO levels and narrow energy gaps", Chem. Commun., 2010, 46, page 3265-3267。

Also Published As

Publication number Publication date
TW201518305A (zh) 2015-05-16
JP6427101B2 (ja) 2018-11-21
EP3048107A1 (en) 2016-07-27
KR102218514B1 (ko) 2021-02-19
US20160276598A1 (en) 2016-09-22
CN105793269B (zh) 2018-01-09
EP3048107B1 (en) 2021-01-13
EP3048107A4 (en) 2017-05-31
JPWO2015041026A1 (ja) 2017-03-02
CN105793269A (zh) 2016-07-20
KR20160055927A (ko) 2016-05-18
US9978954B2 (en) 2018-05-22
WO2015041026A1 (ja) 2015-03-26

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